i'd say:
1) Mourinho - comical genious, his arrogance is what makes him so funny, he knows he's being funny as well, most of what he talks is bullshit to wind people up but he's a hilarious guy
2) Niel Warnock - always predictable what he's going to say, " look, we're not here to get the autographs of the likes of Drogba and Rooney, we're here to enjoy the ride and join in the fun, i've told the boys to just embrace it and go out and have a great time, because thats what football's about"
3) wenger - his voice is quality, makes me laugh every time